Benzoyl chloride → HCID 178522341, compound

3-Aminopyrazole (9 g, 108 mmol) was dissolved in DCM (250 ml). N-methylmorpholine (26.5 g, 262 mmol) was added in one portion. Benzoyl chloride (34.86 g, 248 mmol) was added slowly at room temperature. After stirring at room temperature for 16 hours, the mixture was concentrated under reduced pressure to give a solid. The solid was dissolved in methanol (200 ml). Aqueous solution of NaOH (2.5M, 120 ml, 300 mmol) was added slowly, and THF (50 ml) was added in order to obtain a homogeneous solution. After stirring at room temperature for 20 minutes, the mixture was concentrated under reduced pressure and poured into water (300 ml). The precipitate was filtered and dried in an oven to afford 17.55 g light yellow solid, the yield was 87.7%. 1H-NMR (400 MHz, d6-DMSO): δ 12.45 (s, 1H), 10.79 (s, 1H), 7.99-8.02 (m, 2H), 7.67 (s, 1H), 7.48-7.59 (m, 3H), 6.65 (s, 1H).

1. concentrationthe mixture was concentrated under reduced pressure
2. customto give a solid
3. customto obtain a homogeneous solution
4. stirringAfter stirring at room temperature for 20 minutes
5. concentrationthe mixture was concentrated under reduced pressure
6. additionpoured into water (300 ml)
7. filtrationThe precipitate was filtered
8. customdried in an oven

ORD record

ord-1d7c88f9e45c4257b20e82e6a38a485e

Source dataset

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09388168B2